Pittsfield Vermont Accommodations

Find hotels in Pittsfield using the list and search tools below. Search for cheap and discounted hotel and motel rates in or near Pittsfield, VT for your business or personal leisure travel. Discover the most favored Pittsfield Vermont hotel/motel rooms. Review the Pittsfield hotel list below to find the perfect lodging. We also have a map of the Pittsfield hotels. Booking 5+ Rooms? Find Pittsfield Group Hotel Rates

The Pittsfield center is approximately 7 miles north of Pico Mountain at Killington Ski Resort and 10 miles north of Killington Ski Resort.

Located within Rutland County, Vermont, Pittsfield is a charming town steeped in scenic beauty and vivid local culture. It is a paradise for those in the mood for outdoor adventures or simply seeking a serene retreat. With its unique attractions and exciting sights, this location promises an unforgettable rest that will make every visit worthwhile. This destination is home to a wealth of exhilarating activities that cater to every interest, whether you're a thrill-seeker or a peace lover. Its annual Snowshoe race is a testament to its commitment to promoting outdoor fun and fitness. This event, which attracts snowshoe enthusiasts from all corners of the country, is a thrilling spectacle that adds to the allure. The hotels, motels, inns, and suites in the town provide a range of amenities to ensure a pleasant experience. From cozy and well-appointed rooms to friendly and attentive staff, you'll feel right at home during your stay. Many of these establishments offer convenient amenities such as complimentary breakfast, free Wi-Fi, and parking. You'll also find that these properties are ideally located, allowing easy access to the area's stunning hiking trails, lovely shops, and delicious local eateries. Immerse yourself in the beauty of Vermont while enjoying the comfort and convenience of these accommodations in Pittsfield, VT. More from this guide...

Pittsfield Hotels/Motels & Accommodations

The Mountain Top Inn & Resort 195 Mountain Top Rd., Chittenden, VT 05737 Call ~7.18 miles west of Pittsfield
  • High-end property
  • Check-in time: 15:00
From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Killington Center Inn & Suites by Killington VR - 2 Bedrooms : 905 Killington Rd. 905 Killington Rd., Killington, VT 05751 Call ~7.61 miles south of Pittsfield
  • Mid-scale Mountain property
  • 20 suites in hotel
From$40
Average 3.0 /5 Recent Reviews Call BookMore Details
Mountain Sports Inn in Killington 813 Killington Rd., Killington, VT 05751 Call ~7.61 miles south of Pittsfield
  • Cheap Mountain property
  • 2 suites in hotel
From$78
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Vermont Inn in Mendon 78 Cream Hill Rd., Mendon, VT 05701 Call ~8.32 miles southwest of Pittsfield
  • Three Star Mountain property
  • 2 floors in property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Killington Pico Motor Inn : 64 Us Route 4 64 Us Route 4, Mendon, VT 05751 Call ~8.92 miles southwest of Pittsfield
  • Low priced Mountain hotel
  • Check in: 03:00 pm
From$53
Average 3.0 /5 Read Reviews Call BookMore Details
Killington Mountain Lodge Tapestry Collection by Hilton 2617 Killington Rd., Killington, VT 05751 Call ~9.23 miles south of Pittsfield
  • 3 star Resort hotel
  • 4 conference rooms in property
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Mountain Inn at Killington : 47 Old Mill Rd. 47 Old Mill Rd., Killington, VT 05751 Call ~9.57 miles south of Pittsfield
  • Three Star Resort hotel
  • 51 rooms in hotel
From$52
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751 Call ~9.77 miles south of Pittsfield
  • Affordable Resort hotel
  • 3 floors in property
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Inn & Suites Rutland-Killington 5 Best Western Place, Rutland, VT 05701 Call ~11.37 miles southwest of Pittsfield
  • Mid-scale Rural property
  • 112 sleeping rooms in hotel
From$80
Very Good 4.5 /5 Review Score Call BookMore Details
Rodeway Inn Rutland 115 Woodstock Ave., Rutland, VT 05701 Call ~13.34 miles southwest of Pittsfield
  • Cheap Downtown hotel
  • Hotel has 20 rooms
Rodeway Inn in Rutland 138 North Main St., Rutland, VT 05701 Call ~13.46 miles southwest of Pittsfield
  • Two star Downtown property
  • 29 rooms in property
Comfort Inn Rutland Vt : 19 Allen St. 19 Allen St., Rutland, VT 05701 Website Call ~14.45 miles southwest of Pittsfield
  • Economical Downtown hotel
  • Free complimentary breakfast
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Rutland City near Hwy 7 - Rutland 238 South Main St., Rutland, VT 05701 Call ~14.71 miles southwest of Pittsfield
  • Economical property
  • Hotel has 2 floors
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn Rutland - Killington 253 South Main St., Rutland, VT 05701 Call ~14.83 miles southwest of Pittsfield
  • Three Star Suburban property
  • Gym is available on property
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Rutland/Killington Area 401 Us Route 7 South, Rutland, VT 05701 Call ~15.12 miles southwest of Pittsfield
  • Cheap Highway hotel
  • Airport shuttle provided
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Rutland : 47 Farrell Rd. 47 Farrell Rd., Rutland, VT 05701 Call ~15.23 miles southwest of Pittsfield
  • Mid-scale Mountain hotel
  • 88 rooms in property
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Cortina Inn - Rutland 476 Holiday Dr., Rutland, VT 05701 Call ~15.26 miles southwest of Pittsfield
  • Three Star Suburban hotel
  • Hotel has 2 floors
From$79
Average 3.0 /5 Review Score Call BookMore Details
On The River Inn Woodstock in Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~16.79 miles southeast of Pittsfield
  • Four star Mountain hotel
  • Comp. Breakfast
From$125
Average 3.0 /5 Reviews Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091 Call ~17.44 miles southeast of Pittsfield
  • Four-star Resort hotel
  • 10 suites in property
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The Shire Hotel in Woodstock 46 Pleasant St., Woodstock, VT 05091 Call ~17.59 miles southeast of Pittsfield
  • High end Mountain property
  • Hotel has 3 floors
From$125
Average 3.0 /5 Reviews Call BookMore Details
Align Inn Vermont 5817 Woodstock Rd., Quechee, VT 05059 Call ~21.98 miles east of Pittsfield
  • 3 star hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Middlebury in Middlebury 309 Court St., Middlebury, VT 05753 Call ~23.62 miles northwest of Pittsfield
  • 3 star property
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Pitcher Inn : 275 Main St. 275 Main St., Warren, VT 05674 Call ~23.97 miles north of Pittsfield
  • High-end Downtown property
  • Check in: 3:00 PM
From$220
Average 3.0 /5 Read Reviews Call BookMore Details
The Woods Lodge 100 Camp Wihakowi Rd., Northfield, VT 05663 Call ~24.12 miles north of Pittsfield
  • Cheap Mountain property
  • 5 suites in hotel
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property 111 Jackson Gore Rd., Ludlow, NY 05149 Call ~24.25 miles south of Pittsfield
  • Three Star hotel
  • Check in time: 17:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham White River Junction - White River Junction 442 North Hartland Rd., White River Junction, VT 05001 Call ~24.51 miles east of Pittsfield
  • Economy Highway property
  • Free breakfast
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Middlebury Inn - Middlebury 14 Court St., Middlebury, VT 05753 Call ~24.58 miles northwest of Pittsfield
  • Affordable Downtown property
  • Hotel has 71 rooms
From$117
Very Good 4.0 /5 Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts Solitude Rd., Ludlow, 05149 Call ~24.63 miles south of Pittsfield
  • Affordable hotel
  • Check-in time: 17:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn White River Junction : 104 Ballardvale Dr. 104 Ballardvale Dr., White River Junction, VT 05001 Call ~24.69 miles east of Pittsfield
  • Three Star Downtown property
  • Check-in: 3:00pm
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites White River Junction by IHG in Whiteriver Junction 121 Ballardvale Dr., Whiteriver Junction, VT 05001 Call ~24.70 miles east of Pittsfield
  • Cheap Rural property
  • Hotel has 4 floors
From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
White River Inn and Suites in White River Jct 91 Ballardvale Dr., White River Jct, VT 05001 Call ~24.71 miles east of Pittsfield
  • Three Star Highway property
  • Free complimentary breakfast
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn by Marriott White River Junction in White River Junction 102 Ballardvale Dr., White River Junction, VT 05001 Call ~24.72 miles east of Pittsfield
  • Mid-scale Mountain property
  • 67 sleeping rooms in hotel
From$91
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn White River Junction 56 Ralph Lehman Dr., White River Junction, VT 05001 Call ~24.95 miles east of Pittsfield
  • Two-star Highway property
  • Hotel has 93 rooms
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property in Ludlow 318 Mountain Rd., Ludlow, NY 05149 Call ~25.71 miles south of Pittsfield
  • Mid-scale property
  • Hotel has 36 rooms
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149 Call ~25.74 miles south of Pittsfield
  • Midscale hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hanover Inn Hanover Inn, Hanover, NH 03755 Call ~26.10 miles east of Pittsfield
  • 4 star property
From$159
Average 3.0 /5 Reviews Call BookMore Details
Hanover Inn Dartmouth 2 East Wheelock St., Hanover, NH 03755 Call ~26.11 miles east of Pittsfield
  • Expensive Downtown property
  • Check-in: 3:00 PM
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Six South St. Hotel 6 South St., Hanover, NH 03755 Call ~26.15 miles east of Pittsfield
  • Mid-scale Downtown hotel
  • Check in time: 3:00PM
From$124
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sugarbush Resort : 1840 Sugarbush Access Rd. 1840 Sugarbush Access Rd., Warren, VT 05674 Call ~26.24 miles north of Pittsfield
  • High-end Resort property
  • 4 floors in property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Fireside Inn & Suites West Lebanon 25 Airport Rd., West Lebanon, NH 03784 Call ~26.27 miles east of Pittsfield
  • Three Star hotel
  • 126 rooms in hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western West Lebanon- Hanover Hotel 45 Airport Rd., West Lebanon, NH 03784 Call ~26.31 miles east of Pittsfield
  • Low-priced Airport hotel
  • Free complimentary breakfast
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037 Call ~26.84 miles southeast of Pittsfield
  • 3 star Mountain hotel
  • Check in: 4:00 PM
From$120
Very Good 4.0 /5 Review Score Call BookMore Details
The Inn at Round Barn Farm : 1661 East Warren Rd. 1661 East Warren Rd., Waitsfield, VT 05673 Call ~27.50 miles north of Pittsfield
  • High-end property
From$173
Very Good 4.0 /5 Read Reviews Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Proctorsville, VT 05153 Call ~27.72 miles south of Pittsfield
  • Midscale Rural property
  • Fitness / Gym is on-site
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hanover Lebanon 32 Centerra Pkwy., Lebanon, NH 03766 Call ~27.74 miles east of Pittsfield
  • Affordable Mountain property
  • Airport shuttle available
From$169
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Castle Hill Resort And Spa : 171 Castle Hill Dr. 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~27.81 miles south of Pittsfield
  • Affordable hotel
  • Check in: 15:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hanover Lebanon - Lebanon 10 Morgan Dr., Lebanon, NH 03766 Call ~27.96 miles east of Pittsfield
  • 3-star Suburban hotel
  • Hotel has an eco-friendly policy Read more
From$169
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Element Hanover Lebanon 25 Foothill Rd., Lebanon, NH 03766 Call ~28.11 miles east of Pittsfield
  • Midscale Mountain property
  • 5 floors in hotel
From$113
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Hanover Lebanon : 35 Labombard Rd. 35 Labombard Rd., Lebanon, NH 03766 Call ~28.94 miles east of Pittsfield
  • Midscale Suburban hotel
  • Fitness center on property
From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Quality Inn Lebanon - Hanover in Lebanon 135 Nh 120, Lebanon, NH 03766 Call ~28.96 miles east of Pittsfield
  • Two-star Mountain hotel
  • 50 sleeping rooms in hotel
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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Discovering Pittsfield, VT: The Ideal Season for Your Visit

Pittsfield, VT experiences distinct seasonal changes throughout the year. Summers are mild and pleasant, with temperatures ranging from the upper 70s to low 80s °F. It's a great time to explore the area's spectacular beauty, go hiking, or engage in outdoor pursuits. In fall, the surrounding mountains become a breathtaking display of vibrant autumn colors. It is an excellent period for leaf-peeping and attending the Pittsfield Fall Festival held in September. This festival features live music, art exhibits, local crafts, and tasty food. Winters bring snowy landscapes and colder temperatures, ranging from the 20s to 30s °F, making it a prime time for winter sports enthusiasts to go skiing, snowboarding, and snowshoeing. The Pittsfield Snowshoe Race, held in February, is a popular event that offers snowshoe races, guided hikes, and family-friendly activities. Spring brings milder weather and the blooming of colorful flowers and trees. It's an ideal season for hiking and enjoying the natural splendor of the area. The best times to visit the destination are fall, when the foliage is at its peak, and spring, when the weather is mild and nature comes alive. These seasons offer comfortable conditions and fantastic outdoor experiences, making your visit to Pittsfield truly memorable.

Unlock Savings in Pittsfield, VT: A Guide to Hotel Discounts

When planning your trip to Pittsfield, it's worth checking out available lodging promotions that can make your trip even more affordable. HotelPlanner offers a variety of discounts that cater to different types of travelers. Whether you're searching for a short or long-term stay, arranging individual accommodations, or organizing group bookings for events like reunions, weddings, or family vacations, there are opportunities to save. The benefits can also extend to better cancellation policies, complimentary breakfast, resort credits, and room upgrades. These savings are available across various economic, mid-scale, and luxury properties, ensuring you can enjoy your rest in Pittsfield without exceeding your budget. Rates in Pittsfield, VT vary depending on the season. During high seasons like summer and holidays, rates may be higher due to increased demand from visitors wanting to enjoy the natural beauty and outdoor activities. Fall months, when the foliage is at its peak, are particularly popular. In contrast, low seasons like winter and spring tend to have more affordable rates as there are fewer tourists. By being flexible with your travel dates and considering the off-peak periods, you can find more wallet-friendly options for your stay in Pittsfield, VT.

Experience Pittsfield, VT: A Tapestry of History, Scenic Splendor, and Outdoor Adventure

Pittsfield, a town with a rich history dating back to 1781, has a unique charm that is a blend of stories and traditions. Everywhere you turn in Pittsfield, you can feel the echoes of its past, from its heritage of livestock grazing to the amusing tale of the invention of the one-legged milking stool. The town's historical appeal is complemented by its natural magnificence, surrounded by the lush Green Mountains. Each season brings a new and superb view, with the Tweed River gracefully winding through the area, adding a peaceful touch to the scenic landscape. Whether you're driving along Vermont Route 100 or taking a leisurely stroll, you'll be treated to captivating views that never cease to amaze. The natural beauty extends to its various parks and recreational sites. The Green Mountain National Golf Course offers a perfect blend of sport and scenery, while the wilderness of Colton Pond invites explorers for an unforgettable adventure amidst nature. The Green Mountain Trails provide an exciting challenge for hikers and bikers alike, while the Lefferts Pond Overnight Parking in the Green Mountain National Forest promises an exceptional camping experience. For those seeking a tranquil retreat, the No-Bear Island and the Chittenden Town Forest offer serene spaces to relax and rejuvenate. The New Boston Trailhead Parking serves as a gateway to the captivating Mt Carmel State Forest, while the David Logan Shelter is a peaceful haven for those exploring the Green Mountain National Forest. Historical landmarks also dot the town, adding a touch of nostalgia to it. The iconic Farmhouse, featured in a 1915 postcard, still stands tall today, having been converted into The Fleur De Lis Lodge in 1960. The Lodge, with six rooms in the original farmhouse and seven more in the new section, is a testament to resilience and adaptability. This resilient spirit was further underscored when the Lodge was among thirteen Vermont landmarks cut off by flooding during Tropical Storm Irene in 2011. So, whether you're a history buff, a nature lover, an adventure seeker, or a foodie, Pittsfield and the area around it has something for everyone. Come and experience the magic of this destination for yourself. From its rich past and picturesque nature to its culture and warm hospitality, Pittsfield promises a memorable visit.

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